5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester

Base Information

Chemical Name:5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester
CAS No.:924658-90-2
Molecular Formula:C₂₅H₃₂O₆
Molecular Weight:428.525
Hs Code.:

5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid <i>tert</i>-butyl ester

Synonyms:5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester

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Chemical Property of 5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester

Chemical Property:

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Technology Process of 5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester

There total 1 articles about 5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 213828-29-6
1-(benzyloxy)-2-[(4-methoxyphenoxy)methyl]-4-penten-2-ol

: 924658-90-2
5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 58 percent / aq. sodium periodate; 4-methylmorpholine N-oxide; osmium tetraoxide / acetone; 2-methyl-propan-2-ol / 20 h / 20 °C

2: 73 percent / toluene / 2 h / Heating

With sodium periodate; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In acetone; toluene; tert-butyl alcohol; 2: Wittig olefination;
DOI:10.1021/jm0509391

Reference yield: 97.0%

: 924658-90-2
5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester

: tert-butyl 5,6-dihydroxy-5-[(4-methoxyphenoxy)methyl]hexanoate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 2h;
DOI:10.1021/jm0509391

Reference yield:

: 924658-90-2
5-benzyloxymethyl-5-hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid tert-butyl ester

: 881850-44-8
5-isobutyl-2-{2-[4-(4-methoxy-phenoxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethyl}-7-methyl-oct-2-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / H₂ / Pd/C / ethyl acetate / 2 h

2.1: 85 percent / p-toluenesulfonic acid / 1 h / 20 °C

3.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.5 h / -78 °C

3.2: 40 percent / tetrahydrofuran / 2 h / -78 °C

4.1: triethylamine / CH₂Cl₂ / 4 h / 0 - 20 °C

5.1: 290 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 24 h / Heating

With hydrogen; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jm0509391